2-Nitrobenzanthrone (BioDeep_00000173391)
human metabolite blood metabolite
代谢物信息卡片
15-nitrotetracyclo[7.7.1.0^{2,7}.0^{13,17}]heptadeca-1(17),2,4,6,9,11,13,15-octaen-8-one
化学式: C17H9NO3 (275.0582)
中文名称:
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: C1=CC=C2C(=C1)C3=C4C(=CC(=C3)[N+](=O)[O-])C=CC=C4C2=O
InChI: InChI=1S/C17H9NO3/c19-17-13-6-2-1-5-12(13)15-9-11(18(20)21)8-10-4-3-7-14(17)16(10)15/h1-9H
数据库引用编号
5 个数据库交叉引用编号
- PubChem: 5228465
- HMDB: HMDB0245254
- ChEMBL: CHEMBL412430
- chemspider: 4398546
- CAS: 111326-48-8
分类词条
相关代谢途径
Reactome(0)
BioCyc(0)
PlantCyc(0)
代谢反应
0 个相关的代谢反应过程信息。
Reactome(0)
BioCyc(0)
WikiPathways(0)
Plant Reactome(0)
INOH(0)
PlantCyc(0)
COVID-19 Disease Map(0)
PathBank(0)
PharmGKB(0)
1 个相关的物种来源信息
在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：
- PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
- NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
- Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
- Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。
点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。
| 亚细胞结构定位 | 关联基因列表 |
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文献列表
- Pavel Rossner, Helena Libalova, Kristyna Vrbova, Tereza Cervena, Andrea Rossnerova, Fatima Elzeinova, Alena Milcova, Zuzana Novakova, Jan Topinka. Genotoxicant exposure, activation of the aryl hydrocarbon receptor, and lipid peroxidation in cultured human alveolar type II A549 cells.
Mutation research. Genetic toxicology and environmental mutagenesis.
2020 May; 853(?):503173. doi:
10.1016/j.mrgentox.2020.503173. [PMID: 32522345] - Pavel Rossner, Helena Libalova, Tereza Cervena, Kristyna Vrbova, Fatima Elzeinova, Alena Milcova, Andrea Rossnerova, Zuzana Novakova, Miroslav Ciganek, Michaela Pokorna, Antonin Ambroz, Jan Topinka. The processes associated with lipid peroxidation in human embryonic lung fibroblasts, treated with polycyclic aromatic hydrocarbons and organic extract from particulate matter.
Mutagenesis.
2019 05; 34(2):153-164. doi:
10.1093/mutage/gez004. [PMID: 30852615] - Mario Pink, Nisha Verma, Anna Zerries, Simone Schmitz-Spanke. Dose-Dependent Response to 3-Nitrobenzanthrone Exposure in Human Urothelial Cancer Cells.
Chemical research in toxicology.
2017 10; 30(10):1855-1864. doi:
10.1021/acs.chemrestox.7b00174. [PMID: 28922594] - Igor Linhart, Iveta Hanzlíková, Jaroslav Mráz, Šárka Dušková. S-(3-Aminobenzanthron-2-yl)cysteine in the globin of rats as a novel type of adduct and possible biomarker of exposure to 3-nitrobenzanthrone, a potent environmental carcinogen.
Archives of toxicology.
2017 Oct; 91(10):3317-3325. doi:
10.1007/s00204-017-1943-8. [PMID: 28283705] - Volker M Arlt, Walter Meinl, Simone Florian, Eszter Nagy, Frantisek Barta, Marlies Thomann, Iveta Mrizova, Annette M Krais, Maggie Liu, Meirion Richards, Amin Mirza, Klaus Kopka, David H Phillips, Hansruedi Glatt, Marie Stiborova, Heinz H Schmeiser. Impact of genetic modulation of SULT1A enzymes on DNA adduct formation by aristolochic acids and 3-nitrobenzanthrone.
Archives of toxicology.
2017 Apr; 91(4):1957-1975. doi:
10.1007/s00204-016-1808-6. [PMID: 27557898] - Galina Reshetnikova, Viktoriya S Sidorenko, Terry Whyard, Mark Lukin, Wayne Waltzer, Takeji Takamura-Enye, Victor Romanov. Genotoxic and cytotoxic effects of the environmental pollutant 3-nitrobenzanthrone on bladder cancer cells.
Experimental cell research.
2016 Nov; 349(1):101-108. doi:
10.1016/j.yexcr.2016.10.003. [PMID: 27720671] - Pavel Rossner, Simona Strapacova, Jitka Stolcpartova, Jana Schmuczerova, Alena Milcova, Jiri Neca, Veronika Vlkova, Tana Brzicova, Miroslav Machala, Jan Topinka. Toxic Effects of the Major Components of Diesel Exhaust in Human Alveolar Basal Epithelial Cells (A549).
International journal of molecular sciences.
2016 Aug; 17(9):. doi:
10.3390/ijms17091393. [PMID: 27571070] - Paritosh Pande, Chanchal K Malik, Arindam Bose, Vijay P Jasti, Ashis K Basu. Mutational analysis of the C8-guanine adduct of the environmental carcinogen 3-nitrobenzanthrone in human cells: critical roles of DNA polymerases η and κ and Rev1 in error-prone translesion synthesis.
Biochemistry.
2014 Aug; 53(32):5323-31. doi:
10.1021/bi5007805. [PMID: 25080294] - Marie Stiborová, Eva Frei, Heinz H Schmeiser, Volker M Arlt, Václav Martínek. Mechanisms of enzyme-catalyzed reduction of two carcinogenic nitro-aromatics, 3-nitrobenzanthrone and aristolochic acid I: Experimental and theoretical approaches.
International journal of molecular sciences.
2014 Jun; 15(6):10271-95. doi:
10.3390/ijms150610271. [PMID: 24918288] - Igor Linhart, Jaroslav Mráz, Iveta Hanzlíková, Alexandra Silhánková, Emil Frantík, Michal Himl. Carcinogenic 3-nitrobenzanthrone but not 2-nitrobenzanthrone is metabolised to an unusual mercapturic acid in rats.
Toxicology letters.
2012 Feb; 208(3):246-53. doi:
10.1016/j.toxlet.2011.11.017. [PMID: 22143054] - Elisabeth Oya, Johan Ovrevik, Volker M Arlt, Eszter Nagy, David H Phillips, Jørn A Holme. DNA damage and DNA damage response in human bronchial epithelial BEAS-2B cells following exposure to 2-nitrobenzanthrone and 3-nitrobenzanthrone: role in apoptosis.
Mutagenesis.
2011 Nov; 26(6):697-708. doi:
10.1093/mutage/ger035. [PMID: 21715570] - Jana Mizerovská, Helena Dračínská, Eva Frei, Heinz H Schmeiser, Volker M Arlt, Marie Stiborová. Induction of biotransformation enzymes by the carcinogenic air-pollutant 3-nitrobenzanthrone in liver, kidney and lung, after intra-tracheal instillation in rats.
Mutation research.
2011 Feb; 720(1-2):34-41. doi:
10.1016/j.mrgentox.2010.12.003. [PMID: 21167309] - Marie Stiborová, Helena Dracínská, Markéta Martínková, Jana Mizerovská, Jirí Hudecek, Petr Hodek, Jirí Liberda, Eva Frei, Heinz H Schmeiser, David H Phillips, Volker M Arlt. 3-aminobenzanthrone, a human metabolite of the carcinogenic environmental pollutant 3-nitrobenzanthrone, induces biotransformation enzymes in rat kidney and lung.
Mutation research.
2009 May; 676(1-2):93-101. doi:
10.1016/j.mrgentox.2009.04.013. [PMID: 19398038] - Marie Stiborová, Helena Dracínská, Jana Mizerovská, Eva Frei, Heinz H Schmeiser, Jirí Hudecek, Petr Hodek, David H Phillips, Volker M Arlt. The environmental pollutant and carcinogen 3-nitrobenzanthrone induces cytochrome P450 1A1 and NAD(P)H:quinone oxidoreductase in rat lung and kidney, thereby enhancing its own genotoxicity.
Toxicology.
2008 May; 247(1):11-22. doi:
10.1016/j.tox.2008.01.018. [PMID: 18329153] - Takaharu Kanno, Masanobu Kawanishi, Takeji Takamura-Enya, Volker M Arlt, David H Phillips, Takashi Yagi. DNA adduct formation in human hepatoma cells treated with 3-nitrobenzanthrone: analysis by the (32)P-postlabeling method.
Mutation research.
2007 Dec; 634(1-2):184-91. doi:
10.1016/j.mrgentox.2007.07.002. [PMID: 17702645] - Eszter Nagy, Shuichi Adachi, Takeji Takamura-Enya, Magnus Zeisig, Lennart Möller. DNA damage and acute toxicity caused by the urban air pollutant 3-nitrobenzanthrone in rats: characterization of DNA adducts in eight different tissues and organs with synthesized standards.
Environmental and molecular mutagenesis.
2006 Aug; 47(7):541-52. doi:
10.1002/em.20227. [PMID: 16795088] - Volker M Arlt, Colin J Henderson, C Roland Wolf, Heinz H Schmeiser, David H Phillips, Marie Stiborova. Bioactivation of 3-aminobenzanthrone, a human metabolite of the environmental pollutant 3-nitrobenzanthrone: evidence for DNA adduct formation mediated by cytochrome P450 enzymes and peroxidases.
Cancer letters.
2006 Mar; 234(2):220-31. doi:
10.1016/j.canlet.2005.03.035. [PMID: 15885895] - Volker M Arlt. 3-Nitrobenzanthrone, a potential human cancer hazard in diesel exhaust and urban air pollution: a review of the evidence.
Mutagenesis.
2005 Nov; 20(6):399-410. doi:
10.1093/mutage/gei057. [PMID: 16199526] - Christian A Bieler, Michael G Cornelius, Reinhold Klein, Volker M Arlt, Manfred Wiessler, David H Phillips, Heinz H Schmeiser. DNA adduct formation by the environmental contaminant 3-nitrobenzanthrone after intratracheal instillation in rats.
International journal of cancer.
2005 Oct; 116(6):833-8. doi:
10.1002/ijc.21095. [PMID: 15856450] - Eszter Nagy, Magnus Zeisig, Ken Kawamura, Yoshiharu Hisamatsu, Akiko Sugeta, Shuichi Adachi, Lennart Möller. DNA adduct and tumor formations in rats after intratracheal administration of the urban air pollutant 3-nitrobenzanthrone.
Carcinogenesis.
2005 Oct; 26(10):1821-8. doi:
10.1093/carcin/bgi141. [PMID: 15917305] - Volker M Arlt, Marie Stiborova, Colin J Henderson, Martin R Osborne, Christian A Bieler, Eva Frei, Vaclav Martinek, Bruno Sopko, C Roland Wolf, Heinz H Schmeiser, David H Phillips. Environmental pollutant and potent mutagen 3-nitrobenzanthrone forms DNA adducts after reduction by NAD(P)H:quinone oxidoreductase and conjugation by acetyltransferases and sulfotransferases in human hepatic cytosols.
Cancer research.
2005 Apr; 65(7):2644-52. doi:
10.1158/0008-5472.can-04-3544. [PMID: 15805261] - Volker M Arlt, Alan Hewer, Bernd L Sorg, Heinz H Schmeiser, David H Phillips, Marie Stiborova. 3-aminobenzanthrone, a human metabolite of the environmental pollutant 3-nitrobenzanthrone, forms DNA adducts after metabolic activation by human and rat liver microsomes: evidence for activation by cytochrome P450 1A1 and P450 1A2.
Chemical research in toxicology.
2004 Aug; 17(8):1092-101. doi:
10.1021/tx049912v. [PMID: 15310241] - Volker M Arlt, Li Zhan, Heinz H Schmeiser, Masamitsu Honma, Makoto Hayashi, David H Phillips, Takayoshi Suzuki. DNA adducts and mutagenic specificity of the ubiquitous environmental pollutant 3-nitrobenzanthrone in Muta Mouse.
Environmental and molecular mutagenesis.
2004; 43(3):186-95. doi:
10.1002/em.20014. [PMID: 15065206] - Volker M Arlt, Bernd L Sorg, Martin Osborne, Alan Hewer, Albrecht Seidel, Heinz H Schmeiser, David H Phillips. DNA adduct formation by the ubiquitous environmental pollutant 3-nitrobenzanthrone and its metabolites in rats.
Biochemical and biophysical research communications.
2003 Jan; 300(1):107-14. doi:
10.1016/s0006-291x(02)02789-4. [PMID: 12480528]
